Lemonade officer plans sale of 1,893 shares

Lemonade, Inc. officer Timothy E. Bixby filed a Rule 144 notice to sell 1,893 common shares, partly to cover tax from a vested equity award.

Rhea-AI Filing Summary

Lemonade, Inc. (LMND) received a notice under Rule 144 that officer Timothy E. Bixby intends to sell common stock. The notice covers 1,893 shares of common stock held at Fidelity Brokerage Services LLC, with an indicated aggregate market value of $103,416.49. A remark states that the sale includes shares to cover a tax obligation from the settlement of a vested equity award.

Key Figures

Shares to be sold under Rule 144: 1,893 shares Aggregate market value of shares to be sold: $103,416.49 Shares sold in past 3 months: 2,227 shares +3 more

6 metrics

Shares to be sold under Rule 144 1,893 shares Common stock of Lemonade, Inc. covered by the notice

Aggregate market value of shares to be sold $103,416.49 Value associated with the 1,893 shares in the Rule 144 notice

Shares sold in past 3 months 2,227 shares Common stock sold on June 3, 2026, reported in the filing

Aggregate value of past 3-month sales $118,416.72 Value of 2,227 shares sold on June 3, 2026

Date of Notice September 3, 2026 Date the Rule 144 notice was filed

Restricted stock vesting date September 1, 2026 Date of restricted stock vesting linked to the sale

Key Terms

Rule 144, Restricted Stock Vesting, equity award distribution, attorney-in-fact

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock Vesting financial

"Common | 09/01/2026 | Restricted Stock Vesting | Issuer"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

equity award distribution financial

"from the settlement of a vested equity award distribution."

attorney-in-fact regulatory

"as attorney-in-fact for Timothy E. Bixby."

An attorney-in-fact is the person or entity given legal authority through a power of attorney to act on behalf of another for specific tasks, such as signing documents, voting shares, or handling transactions. For investors, this matters because it lets a trusted representative make timely decisions or complete paperwork when the owner cannot, much like handing keys to someone to run errands on your behalf—so checks on scope and limits of that authority are important.

FAQ

What does the Form 144 filing disclose for Lemonade, Inc. (LMND)?

It discloses that officer Timothy E. Bixby filed a Rule 144 notice to sell 1,893 shares of Lemonade, Inc. common stock through Fidelity Brokerage Services LLC, with an aggregate market value reported as $103,416.49.

Who is selling Lemonade (LMND) shares under this Rule 144 notice?

The seller identified is Timothy E. Bixby, an officer of Lemonade, Inc. The Form 144 is signed by Jessica Spraker as a duly authorized representative of Fidelity Brokerage Services LLC, acting as attorney-in-fact for Timothy E. Bixby.

How many Lemonade (LMND) shares are covered by this planned Rule 144 sale?

The notice covers 1,893 shares of Lemonade, Inc. common stock. These shares are held at Fidelity Brokerage Services LLC and are reported with an aggregate market value of $103,416.49 at the time of the notice.

What is the stated purpose of part of the Lemonade (LMND) share sale?

The remarks state that the sale includes an amount necessary to cover a tax obligation resulting from the settlement of a vested equity award distribution, indicating that some shares are tied to equity compensation-related taxes.

Were there prior sales of Lemonade (LMND) shares by Timothy E. Bixby in the last 3 months?

Yes. The filing reports that on June 3, 2026, 2,227 shares of Lemonade, Inc. common stock were sold for an aggregate value of $118,416.72 during the prior three months.

What are the key dates in this Lemonade (LMND) Form 144 notice?

Key dates include September 1, 2026 as the restricted stock vesting date, September 3, 2026 as the date of notice, and a prior sale on June 3, 2026 disclosed for the past three months.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/03/2026 - 03:44 PM Accepted by SEC EDGAR 09/03/2026 - 03:43 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001232142
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	Lemonade, Inc.
SEC File Number	001-39367
Address of Issuer	5 CROSBY STREET 3RD FLOOR NEW YORK NEW YORK 10013
Phone	(844) 733-8666
Name of Person for Whose Account the Securities are To Be Sold	BIXBY TIMOTHY E
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	1893	103416.49	77396615	09/03/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	09/01/2026	Restricted Stock Vesting	Issuer			1893	09/01/2026	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Timothy E. Bixby 5 Crosby Street 3rd Floor New York NY 10013	Common	06/03/2026	2227	118416.72

144: Remarks and Signature

Remarks	Sale includes an amount necessary to cover a tax obligation resulting from the settlement of a vested equity award distribution.
Date of Notice	09/03/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Jessica Spraker, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Timothy E. Bixby.
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)